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I'll share some steps that can resolve attachments and PDF issues in QuickBooks Online.
First, make sure that Adobe is updated. Check the Adobe website for detailed instructions. Then, check if you can attach the file without any error.
Second, proceed to repairing Adobe if the issue remains. Here's how:
Once done, restart your computer and attach the file once again.
Aside from that, you may also need to clear cache and delete temporary internet files just in case this is caused by a browser issue. Here's an article for more details: Clear Cache And Cookies To Fix Issues When Using QuickBooks Online.
You can also check out these articles for more details and additional reference:
Please know that you can add replies to this thread if you follow-up questions. You can also join us again in the Community if you need anything else when working in QBO.